Hydrochloric Acid → 3-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid

HRID 434029

反応式

HRID 434029 の反応式
C[O:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:7][O:8][C:9]=1[CH3:10])=[O:4].CO.[OH-].[Na+].Cl>O>[C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:7][O:8][C:9]=1[CH3:10])([OH:4])=[O:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 18756272Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

生成物 1

HCID 64841013-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid収率 96.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 4-methoxycarbonyl-5-methyl-3-(2-fluorophenyl)isoxazole (2.20 g, 8.84 mmol), MeOH (25 ml), and 2N NaOH (8.8 ml) was heated at 50° C. overnight (19 h). The reaction was cooled to room temperature, diluted with H2O, and acidified (2N HCl) to less than pH 3. The mixture was extracted with EtOAc (twice) and the combined extracts were washed (brine), dried (MgSO4), filtered, and concentrated to give the title compound (1.88 g, 96%). This material was used without further purification.

後処理

  1. extractionThe mixture was extracted with EtOAc (twice) and the combined extracts
  2. washwere washed (brine)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-e39a911cdc174001b9a03a0ff5720557
出典データセット
uspto-grants-2003_12
特許番号
US06670373B1

関連ノート

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